Anti-corrosion compositions and mineral oil compositions containing the same



- weight ratio of said amine 2,934,500" I ANTI-CORROSION COMPOSITIONS AND MlN- ERAL OIL, COMPOSITIONS CQNTAINING THE SAME Troy L. Cantrell, Drexel Hill, Pa-, andJohn G. Peters, Andubon, N.J., ;a ss ignors to Gulf Oil Corporation, Pittsburgh, Pa., a corporation of Pennsylvania No Drawing. Application May 11, 1956 Serial No. 584,162

13 claims. (c1. 252-499) This invention relates to new anti-corrosion compositions and to mineral oil compositions containing the same. More particularly, the invention relates to a. combination of oil-soluble amines and the substantially neutral addition products of olefin oxides and dialkyl orthophosphoric acids, and to mineral oil compositions containing, such mixtures and having improved corrosion inhibiting properties. i

As is well known in the art, uncompounded mineral oils are. often deficient in one or more respects. .For example, most mineral oils that do not "contain improvenient agents fail to proyide adequate protection againstr'ust and corrosion; Fuels and lubricants for internal combustionengines for gaspr steam turbines are i examples ofmate'rials which may desirably have new asted thereinimproveinent agents which iinpait corroslon inhibiting properties thereto; A high resistance to ril'st or corrosion is important in the case of fuels or lubricants whi'c h'contact metal surfaces in the presence "of Water. Failure to provide sufiieient resistance to rust or corrosion by a particular mineral oil may result in extensive wear or damage to costly, finely machined,

moving parts and/or damage to storage and transport facilities, etc. i v N i t We have found that the corrosion inhibiting properties 1 oi mineral oils are improve d by incorporation therein oi minor amounts of a combination of (a) an oil-soluble aliphatic amine containing tito 18 carbon atoms and (b) a substantially neutral addition product of a C to C olefin oxide and adialkyl orthophosphoric acid Whose alkyl groups contain S to 8 carbon atoms, where the I I andsaid addition product is about 1:50 to about 1:1. The present invention relates to mineral oil compositions containing such. corrosion inhibiting additive combinations and to the additive combinations; as such. The. combinations of this invention include simple mixtures oi amine and addition product,

such as occur when the addition product has been fully reacted with alkylene oxide and exhibits a pH close to 6.8, reaction products-such as occur when a small proportion of amine (e.g. part) is used in conjunction with a substantially larger proportion ,(e.g. 10 parts, 20

pans) er an addition product which" has a pH near and still possesses so'fne acidity, and mixtures of such ,snnple mixtures and reaction products such as can occur when the amount of amine added is more than enough to ii'eutralize any residual acidity exhibited by the addition product. I n V Any oil-soluble amine containing 8 to 18 carbon atoms be used in the compositions of this invention. An

exampleof a preferred oil-soluble amine is cocoamine.

. .Goccfianiine is a commercial mixtureof straight chain primary aliphaticrnonoarninesi derived from coconut oil fal ftyacids and consisting mostly of n-dodecyl airline to gather i iith'lessei proportions of n octyl; n decyl, needs:

decyl, n-hexadecyl, n-octadecyl and n-octadecenylamines.

Individual amines of the class described, such as n-oct yl and n-dodecyl amines,fcan also be used. Branched chain amines such as 1,l,3;3,-tetramethylbutyl amine and lil,

described herein are prepared as described in out ea;

pending application Serial No. 569,684. As described in that application the substantially neutral additionprod= nets are prepared by reacting an olefin oxide that con tains 2 to 4 carbon atoms per molecule with a dialkyl ester of orthophosphoric acid whose alkyl groups con? tain 5 to 8 carbon atoms in proportions such as to pro? vide a substantially neutral addition product, that is, one having a pH of about 5 to 6.8. Usually several mols of olefin oxide per mol of dialkyl acid orthophosphate will be required to produce a substantially neutral addition product. The actual number of mols required somewhat w'ith the identity of the olefin oxide andthe diallcyl acid o-phosphate. T he substantially neutral prod ucts can be conveniently obtained by addition of olefin oxide in small increments to the dialkyl acid orphosphate under ordinary atmospheric conditions of temperature and pressure and determining the pH of the reaction mixture following the addition of each such inere'ment. 'Tlie re action is regarded as complete when the reaction mixture possesses a pH of about 5 to 6.8. The neutralization reaction described is normally exothermifcand takes place spontaneously at room temperature to the degree indi cated.

The products resulting from the substantial neutralise;

tion of a dialkyl acid orthophosphate with an olefin oxide are usually light-colored, slightly viscous,.oil -so1uble liq; uids. These addition products will compriseprincipally alkyloloxyalkylene dialkyl orthophosphates having the generic formula:

0 aoi -on' R" oH-oH-n'" 6 where R and R are alkyl groups containing 5 tbs car: bon atoms, where R" and RT" are methyl, ethyl or hy drogen groups, the total number of carbon atoms in the R" and R groups being not greater than 2, and n is a number of 0 to 7, preferably 0 to 2 or 3. The class of compounds indicated above is considered representative of the principal components of the substantiallyneutr'al addition products described herein, but it will be appieciated that the reaction mixture undoubtedly contains a mixture of products. For example, the reactionmixture can contain reaction products of the formula indicated above where n is 0 to 7 or more. For this reason we prefer to refer to the phosphate addition a'gents' desc'ribed. neutral addition products rathei herein as substantially than as specific chemical compounds.

use of which is included by this invention, are the sub-' stantially neutral addition products of propylene oxide and di-(3-methylbutyl) acid o-phosphate, 3-methylbutyl, 2-ethylhexyl acid o-phosphate and di-(Oxo-octyl) acid o-phosphate. Specific components of these addition products are 2 hydroxy-4,7-dioxa 5,8 dimethylnonyl di-(3- methylbutyl) o-phosphate, 2-hydroxy-4,7,10-trioxa-5,8,l1- trimethyldodecyl,3-methylbutyl,2-ethylhexyl o-phosphate, and 2-hydroxy-4,7-dioxa-5,8-dimethylonyl di-(Oxo-octyl) o-phosphate. Examples of other substantially neutral addition products, the use of which is included by this invention, are the substantially neutral addition products of ethylene oxide, propylene oxide, and for example, 1,2 butylene oxide, and di-(Z-ethylhexyl) acid o-phosphate, di-n-heptyl acid o-phosphate, di-t-octyl acid o-phosphate, and di-(dimethylhexyl) acid o-phosphate. By Oxo-octyl is meant the octyl radical derived from Oxo-octyl alcohols. As is known, Oxo alcohols normally comprise mixtures of isomeric, mostly branched chain, primary monohydric alcohols produced by the Oxo synthesis process. The 0x0 synthesis process as is well-known involves the catalytic hydrofonnylation of monoolefins, such as, for example, hexene and heptene, usually in the iorm of a mixture of isomers such as can be obtained by non-selective polymerization of the C C or mixed C and C monoolefins present in refinery gases, with a mixture of carbon monoxide and hydrogen, to obtain a mixture of oxygenated products, principally aldehydes, having one more carbon atom per molecule than the original monoolefin. The mixture of oxygenated products is then catalytically hydrogenated to produce Oxo alcohols.

The oil-soluble amines described above and the substantially neutral addition products described herein can be admixed in any convenient manner, each of these materials being completely miscible with the other in all proportions. As previously indicated, combinations possessing valuable corrosion inhibiting properties are obtained by the use of the above-described amine and the substantially neutral addition products in a range of proportions varying from about 1:50 to about 1:1 by weight. For example, excellent results have been obtained with combinations wherein the aminezalkylolpolyoxyalkylene dialkyl o-phosphate ratio was 1:20, 1:10, and 1:1.5, and this range of proportions is preferred. The corrosion inhibiting combinations of this invention normally exhibit a pH of about 5.5 to about 10. Combinations having a pH of about 7.0 to about 7.5 exhibit especially effective rust and corrosion inhibiting characteristics.

The preparation of a preferred class of corrosion inhibiting compositions according to this invention is illustrated by the following specific embodiments.

Example I Phosphoric anhydride (P 0 in the amount of 16.9 parts by weight was gradually added to 42.1 parts by weight of isoamyl alcohol, these quantities being equivalent to an approximate mol ratio of about one mol of anhydride per 4 mols of alcohol. The reaction proceeded spontaneously and exothermically in the early stages, the rate of addition of phosphoric anhydride being controlled to maintain a maximum reaction temperature of 120 F. When all of the phosphoric anhydride had been added the temperature of the reaction mixture was raised to a maximum of about 260 F. until all of the phosphoric anhydride went into solution. To the phosphate ester product of the initial reaction there was then added 36.2 parts by weight of propylene oxide. The mol ratio of reactants was about 3 mols of propylene oxide per mol of phosphate ester. This reaction was carried out under reflux with the propylene oxide being added in small increments down the tube of a water cooled reflux condenser. The rate of addition of propylene oxide was con- 4 trolled so as to avoid formation of liquid slugs in the condenser tube. The addition of propylene oxide was commenced under atmospheric conditions of temperature and pressure. The reaction proceeded spontaneously with evolution of heat. The product of the foregoing reactions was a substantially neutral addition product of propylene oxide and di-(3-methylbutyl) acid o-phosphate, consisting chiefly of 2-hydroxy-4,7-dioxa 5,8 dimethylnonyl di-(3-methylbutyl) o-phosphate. To this product there was then added 4.8 parts by weight of cocoamine. This corresponded to a cocoamine: phosphate ester weight ratio of about 1:20. The composition prepared as described above had the following inspections:

Neutralization value, ASTM D 974-541, total acid number- 1.51 pH value, glass Calomel electrodes .5 Ash, percent 0.296

Example ll Another corrosion inhibiting composition according to this invention was prepared as indicated above using 49.3 parts by weight of Oxo-octyl alcohols prepared from mixed heptene isomers and consisting of mixed highly branched chain octyl alcohols, mostly dimethyl hexanols, 1 3.5 parts by weight of phosphorus pentoxide and 52.4 parts by weight of propylene oxide. These proportions corresponded to an approximate mol ratio of 4 mols of alcohol, 1 mol of phosphorus pentoxide and 6 mols of propylene oxide. The chief component of the product of these reactions was 2-hydroxy-4,7-dioxa-5,8-dimethylnonyl di-(Oxo-octyl) o-phosphate. To this product there was then added 4.8 parts by weight of cocoamine. The cocoaminezphosphate ester ratio in the resulting mixture was about 1:20. The composition prepared according to this example had the following inspections:

Example III Another corrosion inhibiting composition according to this invention was prepared by reacting 28.5 parts by weight of propylene oxide with 65.0 parts by weight of a previously prepared 3-methylbutyl2-ethylhexyl acid o-phosphate. These quantities corresponded to a mol ratio of about 4 mols of propylene oxide per mol of phosphate ester. The principal component to the product of the foregoing reaction was 2-hydroxy-4,7,10-trioxa- 5,8,11 trimethydodecy1,3 methylbutyl,2 ethylhexyl 0- phosphate. To the product of the foregoing reaction there was added 6.5 parts by weight of cocoamine. The cocoaminezaddition product weight ratio in this composition corresponded to about 1:10. The corrosion inneither as a, fuel nor as a lubricant.

the following inspections:

Examples I; II; and III in a base gasoline having the} following'typical inspections: p

ran ther q I Gravity, API p Viscci's'it'y,; SUV: sec, 100 F 107.2 Specific gravity "0.'7Q8 Flash, QC, H It I t A e 185 5 Sulfur (lamp), percent ;03' Porn, F. 2 5 Existent gum, mg./1'00 ml'. 1 Appearance 7 I v e a Bright Potential gum, mg./100-ml. p 3' Physical state, room temp. Liquid Knock rating, octane No.: olor,.ASTM union- 2.75 Motor v 92 Phosphorus, percent 4.97 10 Aviation lean mixture 91.2 Water by distillation, percent by wtl, ASTM D p Aviation rich mixture 98.7 95-46 (Mod.)' I 0.1 TEL, mL/gal. v 4.00 Neutralization value,- ASTM D 974-54T, Total acid Reid vapor pressure, lbs. V 6.7

number 4.73 Distillation, F' vp'I-I value-,glass' Calonm'el'elec' odes 8.0 Over point 126 Ash, ercent 1.03 End point" 285 The corrosion inhibiting compositions described in' the gggzgi at "":"i' foregoing specific embodiments are illustrative only, and 90 perdeht i V 224 the invention is not limited thereto; Satisfactory results ""7 "f "if?" can be obtained by the substitution in the foregoing ex- The tetraethyl lead in the e pe h dd amples'of other amines disclosed herein and other alkyln h f m f a omm rc l vi i n x n olpolyoxyalkylene dialkyl' o-phosphates disclosed herein -9 c. of ethylene dlbromid'e and a dyeaddlhon, in the same or equivalent proportions. the foregoing base gasoline contained about 8.4 pounds The amine:alkylolpolyoxyalkylene dialk'yl o-phosphate Pet lhPU i h 0f Y Y D L combinations of this invention are useful when incor- OXldflTlOIl l I V porated in mineral oils in minor proportions, sufficient The eerresloll lnhlbltlllg P P 0f the foregoing to confer corrosion inhibiting properties upon the com- Compositions Were demonstrated y subjecting these position. For example, satisfactory results will be ob- POSiliOIIS an accelerated rusting lest Briefly, h test tained' by the use of about 0.01 to about 0.5 percent of involved immersion of a polished cylindrical steel speci. the combination based on theweight of the mineral oil men i a tirred mi lure 0f the gasoline under test composition. Especially effective results will ordinarily" with 10 percent by volume of distilled water, at a tembe obtained by the use of about 0.03 to about 0.2.percent perature of- 80 F. for 4 hours. At the conclusion of by weight of the corrosion inhibiting combinations dis-'- he est he te l specimen-was examined for rust and closed herein, and this constitutes the preferred range 3 at cc g to the following Sealel I10 1 120 of proportions. V 5 percent rush-=1 6 to 25 percent rust=2, 26 to per- The corrosion inhibiting compositions of this invention cent rust =3, and more than 50 percent rust=4. can be usednin a Wide variety of mineral oil composi- The make-up of the gasoline compositions tested and tions. For example, excellent results have been obthe results of these tests are summarized'in'the follow-' tained' by the use of the herein described corrosion in- 40 g table! Y Unin- Compo- Oompo- Compohibited sition sition tiou Base IV V VI Gasoline Make-up:

Base Gasoline, Percent by Volume 100 100 100 100 Inhibitor Added- Example I Inhibitor Composition:

Lbs/1,000 Bbls Weight Percent Example II Inhibitor Co pos ion:

Lbs/1,000 Bbls 10 Weight Percent 0.042 Example III Inhibitor Composition:

Lbs 1,000 Bbls 126 Weight Percent..-. 0.05 Inspections: 7

gumzrngJ100 ML, ASTM D I 1 1 o natnn'ststntyimn;rein-name: 1,440+ 1, 440+ 1, 440+ 1, 440+ Rust Preventive Test, Distilled Water,

4 Hr., 80 F.-Rating 4 0 0 0 hibiting combinations in gasoline and lubricating oils. These corrosion inhibiting combinations can also be employedin conjunction with furnace oil, diesel fuel, slushing oils and greases. The herein described corrosion in- I hibiting combinations can also be incorporated in" mineral oil products, such as light naphtha, which are employed In such instances the compositions find use in the coating art. In the use of thecombinationsof this invention in coating compositions, it may be desirable to employ the mixtures in substantially greater concentrations than are normally utilized in fuels and lubricants.

Several gasoline compositions having improved corrosion inhibiting characteristics were made up by incorporation of various amounts of the compositions of The results set forth in the foregoing table clearly demonstrate the marked improvement in corrosioninhibiting properties obtained by the use of small amounts of the inhibitor compositions of this invention. The results obtained in these examples are even more remark able when it is considered that the use in the same base gasoline of the identical amounts of the same alkylolpolyoxyalkylene dialkyl o-phosphates, Without the addition of any amine, fails to produce any improvement in corrosion inhibiting properties over those of the un-' inhibited base gasoline. Also, the cocoamine, as such, when tested in a sample of the same kind of gasoline in amounts of 5 and pounds per thousand barrels, produced, respectively, 4 hour rust ratings of 2 -and l and 24 hour rust ratings, respectively, of 4 and. 3,as

7 compared with 4 and 24 hour rust ratings of 2 and 4, respectively, for the uninhibited gasoline. Obviously, the small amount of amine present in compositions IV, V and VI could not alone account for the remarkable improvement obtained.

An additional corrosion inhibiting mineral oil composition according to this invention was prepared by incorporating in a lubricating oil a small amount of a corrosion inhibiting mixture containing a 1:4 mixture of cocoamine and a substantially neutral addition product of propylene oxide and 3-methylbutyl,Z-ethylhexyl acid o-phosphate. The uninhibited lubricating oil stock used in this composition was a highly refined parafiinio lubricating oil having the following inspections:

The foregoing composition was subjected to the conditions of an accelerated rust test carried out similarly as that described above, except that the test composition was maintained at a temperature of about 140 F. and except that the test was continued for 24 hours. Duplicate tests were carried out using distilled water and synthetic sea Water (ASTM D 665-52T). At the conclusion of each test the steel test specimen was examined for rust and rated as passing if no rust appeared and failing if any rustwas found.

The make-up of the foregoing composition and the test results are summarized in the following table:

The foregoing data clearly demonstate the beneficial results obtainable with the corrosion inhibiting compositions of this invention.

Obviously many modifications or variations of the invention as hereinabove set forth can be resorted to without departing from the spirit and scope thereof. Accordingly, only such limitations should be imposed as are contained in the claims appended hereto.

We claim:

1. A corrosion inhibiting composition consisting essentially of a combination of an oil-soluble aliphatic amine containing 8 to 18 carbon atoms and a substantially neutral addition product of an olefin oxide that contains 2 to 4 carbon atoms pcr moloule and a dialkyl acid o-phosphate whose alkyl groups contain 5 to 8 carbon atoms, the weight ratio of said amine and said substantially neutral addition product being about 1:50 to about 1:1.

2. The composition of claim 1 wherein the pH of the composition is about 7.0 to about 7.5.

3. A corrosion inhibiting composition consisting essontially of a combination of (a) mixed oil-soluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a substantially neutral addition product of propylene oxide and di-(3-methylbutyl) acid o-phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

' 4. A corrosion inhibiting composition consisting essen tially of a combination of (a) mixed oil-soluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a"substantially neutral addition product of propylene oxide and di=(Oxo-oc tyl) acid o -phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

'5. A corrosion inhibiting composition consisting essentially of a combination of (a) mixed oil-soluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a substantially neutral addition product of propylene oxide and 3-methylbutyl,Z-ethylhexyl acid o-phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

i 6. A corrosion inhibiting composition adapted to be incorporated in minor proportions in mineral oils, consisting essentially of a combination of an oil-soluble aliphatic amine containing 8 to 18 carbon atoms and a substantially neutral addition product of an olefin oxide that contains 2 to 4 carbon atoms per molecule and a dialkyl acid o-phosphatc whose alkyl groups contain 5 to 8 carbon atoms, the weight ratio of said amine and said substantially neutral addition product being about 1:50 to about 1:1.

7. A mineral oil composition selected from the group consisting of fuel and lubricant compositions, comprising a major amount of a mineral oil and a minor amount, sufficient to confer corrosion inhibiting properties upon the composition, of a combination of an oil-soluble aliphatic amine containing 8 to 18 carbon atoms and a substantially neutral addition product of an olefin oxide that contains 2 to 4 carbon atoms per molecule and a dialkyl acid ophosphate whose alkyl groups contain 5 to 8 carbon atoms, the weight ratio of said amine and said substantially neutral addition product being about 1:50 to about 1:1.

8. The composition of claim 7 wherein said minor amount is about 0.01 to about 0.5 percent by weight of the composition.

9. The composition of claim 7 wherein said mineral oil is a lubricating oil.

10. The composition of claim 7 wherein said mineral oil is gasoline.

11. A mineral oil composition selected from the group consisting of fuel and lubricant compositions, comprising a major amount of a mineral oil and a minor amount, sufiicient to confer corrosion inhibiting properties upon the composition, of a combination of (a) mixed oilsoluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a substantially neutral addition product of propylene oxide and di-(3-methyibutyl) acid o-phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

12. A mineral oil composition selected from the group consisting of fuel and lubricant compositions, comprising a major amount of a mineral oil and a minor amount, sufficient to confer corrosion inhibiting properties upon the composition, of a combination of (a) mixed oilsoluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a substantially neutral addition product of propylene oxide and di-(Oxo-octyl) acid o-phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

13. A mineral oil composition selected from the group consisting of fuel and lubricant compositions, comprising a major amount of a mineral oil and a minor amount, suflicient to confer corrosion inhibiting properties upon the composition, of a combination of (a) mixed oilsoluble n-alkyl amines containing 8 to 18 carbon atoms and (b) a substantially neutral addition product of propylene oxide and 3-methylbutyl,2-ethylhexyl acid o-phosphate, where the weight ratio of said amines and said substantially neutral addition product is about 1:50 to about 1:1.

(References on following page) 9 10 References Cited in the file of this patent 2,506,310 Mikeska May 2, 1950 UNITED STATES PATENTS 2,783,204 McDermott Feb. 26, 1957 2,151,300 Moran Mar. 21, 1939 7 2,167,867 Benning Aug. 1, 1939 5 OTHER REFERENCES 2,372,244 Adams Mar. 27, 1945 Kosalopofl: Organo Phosphorus Compounds, 1950, p.

2,420,068 Duncan May 6, 1947 r 230.

UNITED S'IATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 2,934,500 April 26, 1960 Troy L. Cantrell et a1.

It is herebj certified that error appears in the-printed specification of the above numbered patent requiring correction and that the said Letters Patent should read as corrected below.

Column 3, line 10, for "-dimethylonyl" read -dimethylnonyl column 4, line 69, for "to" read of --3 column 5 line 15 in the table for "Calonmel" read Calomel Signed and sealed this 20th day of September 1960.

( SEAL) Attest:

KARL H. AXLINE ROBERT C. WATSON Attesting Oflicer Commissioner of Patents UNITED s'mrrs PATENT OFFICE CERTIFICATE OF CORRECTION Patent No, 2,934,500 April 26, 1960 Troy L. Cantrell et a1.

It is hereby cewfiified that error appears in the-printed specification of the above numbered patent requiring correction and that the said Letters Patent should read as corrected below.

Column 3 line 10, for "-dimethylonyl" read -dimethyl-- nonyl column 4 line 69 for "to read of g column 5, line 15 in the table, for "Calonmel" read Calomel Signed and sealed this 20th day of September 1960.

( SEAL) Attest:

KARL H. AXLINE ROBERT C. WATSON Attesting Officer Commissioner of Patents 

1. A CORROSION INHABITING COMPOSITION CONSISTING ESSENTIALLY OF A COMBINATION OF AN OIL-SOLUBLE ALIPHATIC AMINE CONTAINING 8 TO 18 CARBON ATOMS AND A SUBSTANTIALLY NEUTRAL ADDITION PRODUCT OF AN OLEFIN OXIDE THAT CONTAINS 2 TO 4 CARBON ATOMS PER MOLCULE AND A DIALKLY ACID O-PHOSPHATE WHOSE ALKLY GROUPS CONTAIN 5 TO 8 CARBON ATOMS, THE WEIGHT RATIO OF SAID AMINE AND SAID SUBSTANTIALLY NEUTRAL ADDITION PRODUCT BEING ABOUT 1:50 TO ABOUT 1:1.
 11. A MINERAL OIL COMPOSITION SELECTED FROM THE GROUP CONSISTING OF FUEL AND LUBRICANT COMPOSITIONS, COMPRISING A MAJOR AMOUNT OF A MINERAL OIL AND A MINOR AMOUNT, SUFFICIENT TO CONFER CORROSION INHIBITING PROPERTIES UPON THE COMPOSITION, OF A COMBINATION OF (A) MIXED OILSOLUBLE N-ALKYL AMINES CONTAINING 8 TO 18 CARBON ATOMS AND (B) A SUBSTANTIALLY NEUTRAL ADDITION PRODUCT OF PROPYLENE OXIDE AND DI-(3-METHYLBUTYL) ACID O-PHOSPHATE, WHERE THE WEIGHT RATIO OF SAID AMINES AND SAID SUBSTANTIALLY NEUTRAL ADDITION PRODUCTS IS ABOUT 1:50 TO ABOUT 1:1. 